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802123

Sigma-Aldrich

6,6′-Dibromoisoindigo

Sinônimo(s):

6-Bromo-3-(6-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-1,3-dihydro-2H-indol-2-one

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About This Item

Fórmula empírica (Notação de Hill):
C16H8Br2N2O2
Número CAS:
1147124-21-7
Peso molecular:
420.05
Código UNSPSC:
12352103
ID de substância PubChem:
329768730
NACRES:
NA.23

Ensaio

98%

Nível de qualidade

100

forma

powder

pf

>300 °C

cadeia de caracteres SMILES

O=C1NC2=C(C=CC(Br)=C2)/C1=C3C(NC4=C\3C=CC(Br)=C4)=O

InChI

1S/C16H8Br2N2O2/c17-7-1-3-9-11(5-7)19-15(21)13(9)14-10-4-2-8(18)6-12(10)20-16(14)22/h1-6H,(H,19,21)(H,20,22)/b14-13+

chave InChI

TWTPKJYUWWAHQJ-BUHFOSPRSA-N

Aplicação

Electron accepting building block for the preparation of electroactive materials for organic electronics.

Pictogramas

Environment
GHS09

Frases de perigo

H411

Declarações de precaução

P273 - P391 - P501

Classificações de perigo

Aquatic Chronic 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Ting Lei et al.
Journal of the American Chemical Society, 133(16), 6099-6101 (2011-04-07)
Two conjugated polymers, IIDDT and IIDT, based on an isoindigo core were developed for organic field-effect transisitors. Investigation of their field-effect performance indicated that IIDDT exhibited air-stable mobility up to 0.79 cm(2) V(-1) s(-1), which is quite high among polymer
Ergang Wang et al.
Journal of the American Chemical Society, 133(36), 14244-14247 (2011-08-19)
A new, low-band-gap alternating copolymer consisting of terthiophene and isoindigo has been designed and synthesized. Solar cells based on this polymer and PC(71)BM show a power conversion efficiency of 6.3%, which is a record for polymer solar cells based on
Jianguo Mei et al.
Organic letters, 12(4), 660-663 (2010-01-27)
Isoindigo, as a new electron acceptor unit for organic electronic materials, was integrated into two low-energy gap oligothiophenes. Optical and electrochemical studies of the newly synthesized oligomers demonstrate broad absorption through the visible spectrum, along with appropriate energy levels, as
Yi Ren et al.
ACS applied materials & interfaces, 6(16), 14533-14542 (2014-08-05)
We designed and synthesized a series of isoindigo-based derivatives to investigate how chemical structure modification at both the 6,6'- and 5,5'-positions of the core with electron-rich and electron-poor moieties affect photophysical and redox properties as well as their solid-state organization.

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